1344112-09-9

Basic information

• Product Name: methyl 3-[(chloroacetyl)oxy]-4,5-dimethoxybenzoate
• Synonyms: methyl 3-[(chloroacetyl)oxy]-4,5-dimethoxybenzoate
• CAS NO: 1344112-09-9
• Molecular Weight: 288.685
• Mol File: 1344112-09-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 3-[(chloroacetyl)oxy]-4,5-dimethoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-[(chloroacetyl)oxy]-4,5-dimethoxybenzoate(1344112-09-9)
• EPA Substance Registry System: methyl 3-[(chloroacetyl)oxy]-4,5-dimethoxybenzoate(1344112-09-9)

Safety Data

• Hazardous Substances Data: 1344112-09-9(Hazardous Substances Data)

Upstream product

• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 1916-08-1 3-hydroxy-4,5-dimethoxybenzoic acid 
• 83011-43-2 3-hydroxy-4,5-dimethoxybenzoate 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 1344112-25-9 methyl 3,4-dimethoxy-5-[(methylsulfonyl)oxy]benzoate 
• 1344112-10-2 5-{3-[(chloroacetyl)oxy]-4,5-dimethoxybenzoyl}-2-methoxyphenyl chloroacetate 

Relevant articles and documents

Synthesis and biological evaluation of phenstatin metabolites

Previous investigations on the incubation of phenstatin with rat and human microsomal fractions revealed the formation of nine main metabolites. The structures of eight of these metabolites have been now confirmed by synthesis and their biological properties have been reported. Eaton's reagent was utilized as a convenient condensing agent, allowing, among others, a simple multigram scale preparation of phenstatin. Synthesized metabolites and related compounds were evaluated for their antiproliferative activity in the NCI-60 cancer cell line panel, and for their effect on microtubule assembly. Metabolite 23 (2′-methoxyphenstatin) exhibited the most potent in vitro cytotoxic activity: inhibition of the growth of K-562, NCI-H322M, NCI-H522, KM12, M14, MDA-MB-435, NCI/ADR-RES, and HS 578T cell lines with GI50 values 50 = 3.2 μM vs 15.0 μM) and induced G2/M arrest in murine leukemia DA1-3b cells. The identification of this active metabolite led to the design and synthesis of analogs with potent in vitro cytotoxicity and inhibition of microtubule assembly.